Customer Success Career Coach, Career Tips and Proven Job Interview Strategies For Every Customer Success Manager

We analyzed 1,474 CSM conversations to uncover why they are leaving and what keeps them in 2026. Grab the Talent Report here: https://customer-success-career.captivate.fm/report

What if I told you that 85% of CSM turnover is completely preventable — and most leaders are missing the real reason their top performers are walking out the door?

In this episode, I break down insights from 1,474 Customer Success professionals who tol...

That line on your resume that makes your stomach drop in interviews isn’t the problem. The way you’re talking about it is. In this episode, I’m breaking down exactly why career gaps and layoffs quietly derail otherwise strong candidates and how most people accidentally confirm an interviewer’s worst fears without realizing it.

I walk you through what hiring managers are actually thinking when they see a gap on your resume and the tw...

What if the only thing standing between you and your next career breakthrough is a lesson you haven’t learned yet? In this milestone episode, I’m reflecting on 100 plus episodes of podcasting and the unexpected career lessons that came with it. This isn’t a highlight reel or a victory lap. It’s the real mindset shifts that changed how I approach hard things, fear, and consistency in my career and with my clients.

I walk you through ...

If you have ever walked out of an interview thinking I nailed that and still did not move forward, this episode is your wake up call. Today, I’m breaking down one of the most common reasons qualified CSMs struggle to land offers even when they prepare and practice. Most candidates prep for every interview the exact same way, and it quietly works against them. Recruiters, hiring managers, and cross-functional partners may ask simila...

What if the reason you feel stuck in your Customer Success career has nothing to do with your performance and everything to do with the path you’re blindly following?

On today’s episode, I’m unpacking the uncomfortable truth about traditional CS career paths and why doing “the next logical step” can quietly derail your growth, happiness, and earning potential. We’ll talk about why promotions that look good on paper can feel miserab...

If your customer calls feel stiff, boring, or like both of you are counting down the minutes until it’s over, you’re not imagining it, and it’s costing you more than you think.

That’s why in this episode, I’m breaking down the simple shifts that turn awkward, check-the-box customer calls into conversations your customers actually want to show up to. You’ll learn why leading with the wrong metrics kills trust instantly, how to frame...

What if landing your next big career move comes down to one simple shift in how you approach your job search? Most people treat job hunting like a chaotic scramble — hopping between LinkedIn and job boards whenever they feel like it, but never actually gaining momentum.

That’s why in this episode, I’m breaking down the exact four time blocks you need to turn your job search from overwhelming to unstoppable. I’ll reveal the intentio...

What if the only thing standing between you and a job offer you actually want is a strategy you haven’t heard yet? In this episode, I’m breaking down the real story behind how Amy went from a brutal late-stage rejection at MongoDB to signing a $150K base offer, PLUS negotiating an extra 10K just weeks later.

You’ll hear the exact steps she took to rebuild momentum fast, the cold-outreach strategy that had hiring managers responding ...

What if the fastest way to rebuild your career confidence isn’t another resume update or headline hack, but a game you play at the holiday dinner table? In this quick, punchy episode, I share the deceptively simple activity I first tried with my own family and how it genuinely changed how I see myself and my career.

Instead of diving into another round of job searching advice, I break down the power of this crowdsourced strengths ga...

AI isn’t here to replace you—unless you let it. What if you could flip the script and use AI to become the most valuable Customer Success Manager in the room, no matter what your company throws at you (or doesn’t)?

In this episode, I reveal the two high-impact ways CSMs are actually leveraging AI to stand out—one that repositions you as a trusted consultant to your customers and another that instantly fills the coaching and feedback...

Think your LinkedIn profile is working hard to get you noticed by recruiters? Think again. Most job seekers (yes, even experienced CSMs) are practically invisible and it has nothing to do with the job market, your background, or even your Customer Success resume.

In this episode, I break down the six silent LinkedIn mistakes that are killing your visibility and sabotaging your chances of landing the roles you actually want in Custom...

What if the only thing holding back your Customer Success career is a resume that’s getting ignored even though you KNOW you bring the results, experience, and drive?

In this episode, I share the real story of Maya, a seasoned Customer Success Manager (CSM) with a killer track record who was stuck applying into the void. She thought her Customer Success resume was fine... until we tore it apart and rebuilt it, turning walls of blah...

Have you ever nailed every job interview question but still walked away with nothing but a “thanks, but no thanks”? You’re probably blending in without even realizing it. In this episode, I’m revealing the real reason great Customer Success candidates keep getting passed over. And it’s not your experience, it’s that your stories sound like everyone else’s.

That’s why in this episode, I’ll show you how to find your superpowers—the un...

Ever feel like your career is stalled because you’re waiting for someone to notice all your hard work? Honestly? That “wait and hope” strategy is costing you months (if not years) on the path to your next promotion.

That’s why I’m breaking down the exact step-by-step strategy I use with my coaching clients to reverse engineer their career growth and land promotions in record time. You’ll discover the simple four-part framework that ...

Ever find yourself making it to the final round interview, only to get that dreaded rejection again and again with zero real feedback? I see it all the time, and that’s why in this episode, I’m breaking down exactly why it happens, straight from a real client success story.

Meet “Sarah”, ten years deep in Customer Success, landing interviews left and right (we’re talking big-name companies), but somehow never sealing the deal. Her p...

Ever been told to just “wait until after the holidays” before you get serious about your job search? That advice drives me up the wall, and in this episode, I’m breaking down why October is actually the secret launchpad for your next Customer Success job. While everyone else is slowing down, I’ll show you how to get ahead with the same three-part strategy my clients use to land offers while the competition is snoozing.

I’ll walk you...

Think company research has to take hours? Think again. Most job seekers either fall down endless rabbit holes or show up unprepared and it's costing them interviews, offers, and even salary.

That’s why in this episode, I bring in Olivia, our Director of Customer Success, to reveal the game-changing strategy for researching any company in just 15 minutes. We’ll show you exactly what to look for (and what to skip), how to use resource...

Ever feel like product, sales, or engineering just doesn’t get you, or worse, ignores your most urgent requests? Here’s the uncomfortable truth—being amazing with customers isn’t enough to get you promoted (or even layoff-proof) in Customer Success anymore.

In this episode, I share a powerful, never-talked-about strategy that unlocks rapid career growth for CSMs by making you the secret weapon every department wants on their team. W...

What if everything you thought you knew about landing your dream job was wrong? Imagine going from total job-search exhaustion and crickets in your inbox to signing your ideal offer at Salesforce in just six weeks.

In this episode, I reveal exactly how my client “Mallory” ditched the grind of endless applications and rejections, and instead used three counterintuitive strategies to break through without obsessing over her resume or ...